Aliphatic Diacidic Long-Chain C16 Polyesters from 10,16-Dihydroxyhexadecanoic Acid Obtained from Tomato Residual Wastes

Abstract

10,16-dihydroxyhexadecanoic acid obtained from agroresidual tomato waste, was oxidized to produce 7-oxohexadecanedioic acid in good yield (>70%) and purified without oxidation side products in one step. Polycondensation with 1,8-octanediol, yielded the polyester (poly(ω-carboxyl PA-co-OD)) with Mw = 2155.15 and Mn = 1637.27. The best enzymatic reaction conditions to get the polyester were using lipase CAL-B (%-by-wt relative to monomer) in toluene as a solvent for 1 h at 60 °C. The poly(ω-carboxyl PA-co-OD) was characterized by 1H- and 13C-NMR, mass spectrometry (MALDI-TOF) and the polyester film formed with a Langmuir-Blodgett Trough was analyzed by means of spectroscopic ellipsometry and atomic force microscopy.